Search for: All records

We report the template-based synthesis of a new series of ring-open phthalocyanine analogs that exhibit helical chirality. These conjugated helical porphyrinoids also strongly absorb across the entire visible spectrum. 

Metal-free, magnesium, titanyl, and vanadyl tetrapyrazinoporphyrazines substituted with eight 2,6-diisopropylphenoxy groups at the peripheral positions were prepared and characterized by NMR, UV-Vis, magnetic circular dichroism (MCD), and mass spectrometry methods. In addition, the Pc^(2,6iPrPhO)8VO complex was characterized by EPR spectroscopy and X-ray crystallography. Reaction between TiCl₄with 4,5-(2,6-diisopropylphenoxy)phthalonitrile in N,N-dimethylaminoethanol resulted in the formation of a red open-chain trimer, which was characterized by mass spectrometry and X-ray crystallography. Electronic structures of new compounds and their excited state properties were probed by Density Functional Theory (DFT) and Time-Dependent DFT (TDDFT) methods. 

Fluorinated polymers are important functional materials for a broad range of applications, but the recycling of current fluorinated polymers is challenging. We present the first example of semi-fluorinated polymers that can undergo chemical recycling to form the corresponding monomers under ambient conditions. Prepared through ring-opening metathesis polymerization of functionalized trans -cyclobutane fused cyclooctene ( t CBCO) monomers, these polymers show tunable glass transition temperatures (−2 °C to 88 °C), excellent thermal stability (decomposition onset temperatures >280 °C) and hydrophobicity (water contact angles >90°). The hydrophobicity of the semi-fluorinated polymers was further utilized in an amphiphilic diblock copolymer, which forms self-assembled micelles with a size of ∼88 nm in an aqueous solution. Finally, through an efficient, regioselective para -fluoro-thiol substitution reaction, post-polymerization functionalization of a polymer with a pentafluorophenyl imide substituent was achieved. The ease of preparation, functionalization, and recycling, along with the diverse thermomechanical properties and demonstrated hydrophobicity make the t CBCO-based depolymerizable semi-fluorinated polymers promising candidates for sustainable functional materials that can offer a solution to a circular economy.